13678-51-8Relevant articles and documents
Catalyst-free synthesis of biodiesel precursors from biomass-based furfuryl alcohols in the presence of H2O and air
Qin, Shengxiang,Li, Teng,Zhang, Man,Liu, Hongyu,Yang, Xin,Rong, Nianxin,Jiang, Jun,Wang, Yalin,Zhang, Hua,Yang, Weiran
, p. 6326 - 6334 (2019/12/03)
Production of biodiesel from biomass resources usually requires elongation of carbon numbers from typical C5 and C6 platform molecules through C-C coupling reactions, which were catalyzed by acid, base or metal catalysts traditionally. Herein, a catalyst-free method was developed to produce bis(furan-2-yl)methane derivatives (BFMs) from furfuryl alcohol derivatives (FAs) in the presence of H2O and air without any other additional catalysts. An 81% yield of bis(5-methylfuran-2-yl)methane (BMFM) can be obtained from 5-methylfurfuryl alcohol (5-MFA) and a 59% total yield of C11 biodiesel was obtained from 5-methylfurfural (5-MF). In addition, a H2O and air mediated free radical decarboxylation mechanism was proposed based on the detailed mechanistic studies. This strategy offers a green, low-cost and environmentally friendly approach to synthesize biodiesel precursors from biomass based platform molecules.
Comprehensive investigation of the biomass derived furfuryl alcohol oligomer formation over tungsten oxide catalysts
Chan, Xiaojun,Nan, Wei,Mahajan, Devinder,Kim, Taejin
, p. 11 - 15 (2015/09/21)
The feasibility of using tungsten oxide catalysts for furfuryl alcohol (FA) oligomerization reaction was investigated in the liquid phase at 100°C and ambient pressure. Five dimers (2,2′-difurylmethane, 2-(2-furylmethyl)-5-methylfuran, difurfuryl ether, 4-furfuryl-2-pentenoic acid γ-lactone, 5-fufuryl-furfuryl alcohol) and two trimers (2,5-difurfurylfuran and 2,2′-(furylmethylene)bis(5-methylfuran)) were observed in GC and GC/MS, while Infrared (IR) and Raman spectroscopy provided the co-existence of conjugated diene and diketone molecular structures, respectively. It was observed that C9-C15 oligomers' selectivity decreased as the reaction time increased. Ether bridge and terminal alcohol are dominant FA dimers which are very similar to sulfuric acid (homogeneous catalysis) catalyzed dehydration/condensation reaction of FA.
Liquid phase catalytic transfer hydrogenation of furfural over a Ru/C catalyst
Panagiotopoulou, Paraskevi,Vlachos, Dionisios G.
, p. 17 - 24 (2014/06/09)
Methyl furan production through catalytic transfer hydrogenation of furfural in the liquid phase has been investigated over a Ru/C catalyst in the temperature range of 120-200 °C using 2-propanol as a solvent. It has been found that furfural hydrogenation produces furfuryl alcohol, which undergoes hydrogenolysis to methyl furan. Small amounts of furan and traces of tetrahydrofurfuryl alcohol are also produced via furfural decarbonylation and furfuryl alcohol ring hydrogenation, respectively. Furfuryl alcohol can dimerize or produce ether with 2-propanol. The yield of methyl furan is enhanced with increasing reaction temperature and/or reaction time. Optimum results are attained after 10 h of reaction at 180 °C, where furfural conversion and methyl furan yield reach 95% and 61%, respectively, which is the highest reported yield in the liquid phase at temperatures lower than 200 °C. The reaction network has been investigated by analysing the evolution of reaction intermediates and products and by starting from furfuryl alcohol, methyl furan, and furan hydrogenation. Intermediates, as well as methyl furan, are produced faster when starting with furfuryl alcohol as the reactant, rather than furfural, indicating that initial hydrogenation of furfural to furfuryl alcohol is slow. Catalyst recycling experiments over spent Ru/C catalyst show that, although furfural conversion does not decrease significantly, furfuryl alcohol yield increases at the expense of methyl furan. The initial catalytic activity and selectivity are regained completely after catalyst regeneration. We show evidence that the active phase of the catalyst involves Ru and RuOx.
